Date: Sat, 10 Jul 1999 21:28:34 -0700
From: Jon Hold
Subject: Enema Story,Later1/5 M/M/M/F/F/M enema,anal,oral,group,incest
ASSGM archives and Nifty Archives are given express permission to
archive this story. No others may do so for any purpose. This work is
copyrighted by the author, Jon Hold, and you are expressly forbidden to
possess or use a copy of this material except that private individuals may
possess up to one (1) printed copy and one (1) electronic copy of this work
for their private use and pleasure, or for the mutual use and pleasure of
two (or more) consenting adults.
You are warned that this fictional story contains descriptions of people of
the same and different sexs performing acts of sexual interaction more or
less in proximity to each other. If you are not of legal age or if the area
you live in restricts access to such material, you are expressly forbidden
to read any further and accept any and all responsibilty for doing so.
Thanks for reading my story. If you like it, please drop me an e-mail, I
could use the emotional support. Jon
Enema Story, Later
by Jon Hold
jonhold@eudoramail.com
Copyright )1999 by the author
M/M/M/F/F/M enema, anal, oral, group
This part of my story happens some time after the part of my life Gnjay
told you about. Jon Hold has agreed to tell you about this part of my life. I
tried to contact Gnjay to seek approval in publishing this story, but
couldn't get a reply. I hope I will be forgiven for using someone else's
story to launch a story of my own, but "Enema Story" started some
thinking inside of me that really needed/wanted to be expressed.
By the time I was a Senior in High School my sister and her girlfriend and
Janet, my girlfriend had me well trained to take really large enemas, get
dildo fucked and to eat their pussies whenever they told me too. They
never had to force me or anything like that because I really enjoyed my
enemas and having a dildo in my ass became a major pleasure for me. The
girls appreciated how well I'd learned to eat pussy and gave me lots of
opportunities to practice.
My parents were away on a business trip and Janet and I were doing our
homework one night when my sister and her boyfriend came home from a
late class at the college they were attending. Biff was the Quarterback for
the College football team, and an awesome hunk of pure studly manhood.
He and my sister planned on getting married and neither of them wanted to
take any chances with disease so my sister went on the pill and Biff
screwed her anytime he got horny, which was often. My parents understood
and let my sister "entertain" Biff in her bedroom. Lots of times I'd lay
there at night and listen to Biff pork my sister and it sounded like he did a
really good job of it. I was still a virgin as far as screwing went because
none of the girls had given me permission to fuck them with my dick. That
was okay with me though because they usually let me jack off all I wanted
too. Listening to Biff and my sister though made me really want to see
what it looked like when he put his thing in her.
I didn't care for Biff very much when he first started dating my sister.
Jealous I guess. But we were all at a college party one night and some
guys started picking on me because I was just in High School and because I
was so small. Biff saw what was happening. He came over and put his arm
around my shoulders and told the guys to lay off me. That just because I
was small didn't mean squat. That I was on the swimming team and the
gymnastics team and was a hell of a lot better athlete than most of them.
I didn't even know that Biff knew I was alive up to that point, he'd always
been paying too much attention to my sister to even notice me. But here he
was defending me, and he knew a lot about me. Ever since then Biff was
sort of a hero to me and I looked forward to any time that he'd spend with
me. I approved of Biff and the way he nailed my sister to the mattress and
made here squeal. And, at least to myself, I admitted that it made me
really horny imagining his dick in her pussy. Sometimes I even imagined
that I could taste his sperm when I was eating her pussy and that would
make me REALLY horny, especially if my sister was giving me an enema or
using a dildo on my ass at the time.
Anyhow my sister came over and kissed me on the forehead and Janet on
her cheek and asked us how we were doing. Janet told her that we were
doing just fine so my sister went into the kitchen and got drinks for Biff
and herself. They sat on the couch and talked for a while, kissing and
touching each other a little bit from time to time. My sister suddenly said,
"Oh, honey! I'm sorry. I got so busy today I completely forgot about your
enema. Janet, did you give him one?"
"No. We've been so involved in this project I didn't even think of it!"
"Enema?" said Biff.
I was sort of embarrassed to have Biff know that my sister and girlfriend
gave me enemas, but my sister just got up and came over to me. "Baby
brother has a problem with constipation, so we have to give him enemas
all the time." I blushed bright red, embarrassed that my sister would tell
Biff such a personal thing about me. Smiling at me, my sister drove the
nail home. "Since you're going to be his brother-in-law, maybe you should
learn how we give him his enemas."
I was really embarrassed now, but really turned on too, thinking that Biff
might see me getting an enema from my sister and girlfriend. Biff just
said, "Naw. I don't want to embarrass the kid."
Janet looked at me and said, "You tell Biff, that it's okay for him to watch
you get your enema. He's going to be your brother-in-law and he should
know about these things."
I bowed my head and looked down at the carpet, but did as I was told. "It's
okay Biff. You can watch me get my enema if you want too."
Biff got up off the couch and came over to me. He put one hand on my
shoulder and lifted my chin with his other hand. "You really mean that,
Little Brother."
Wow! I got a hard-on as soon as Biff touched me. He wasn't disgusted or
ashamed of me at all. He really wanted to see me get my enema. He even
called me "Little Brother", which made me even more excited than
anything had for a long time. This guy I respected so much was treating me
just like I'd always imagined a big brother would, and I would have done
anything for him at that point. Without thinking about how stupid it would
sound, I blurted out, "I don't mind Biff. I want you to be my big brother and
you should know about my enemas."
I blushed really red when I realized what I'd said but Biff just leaned down
and kissed me on the forehead and then put his arm around my shoulder and
asked, "Where are we going to do this?"
I looked at my sister and asked, "In my bedroom?"
My sister smiled and nodded to me. Biff grinned and swatted me on the
butt, "Lead on McDuff!" he laughed. I scampered up the stairs with Biff
right behind me. The girls followed more decorously. Biff was admiring
the stuff in my room when the girls came in. Janet went into my bathroom
to get my enema things and my sister told me to get ready for my enema. I
started getting undressed. I was sort of embarrassed taking my clothes
off in front of Biff, mostly because I still had a hard-on, but Biff didn't
take his eyes off me as I stripped and I admit that his watching me so
closely really turned me on. Once I got completely naked Biff stepped over
to me and, acting like my hard-on didn't matter at all, put one hand on my
belly and ran his other hand down across my back and over my ass. "Man!
You are really built! You're going to have to show me your work-out routine
some time."
My sister looked at me disapprovingly and said, "If daddy were here you
know he'd give you a spanking for forgetting to remind Janet and me to
give you your enema."
Biff frowned down at me, "Is that true? Were you supposed to remind
them?"
Before I could say anything Janet broke in with, "Yes. It's his
responsibility to remind us and he's been a very bad boy. Maybe you should
give him his spanking before we give him his enema, Biff. It's going to be
nice having some male help with this boy."
"Yes, Biff," my sister said, "I think that's an excellent idea. Why don't you
give my brother his spanking for us."
I think Biff was sort of excited by the idea of giving me a spanking, at
least his hand kept caressing my butt as he thought about spanking me.
"It's okay, Biff. I'd rather get the spanking over with now and I don't mind
getting a spanking from you at all."
"I spank pretty hard, Buddy."
He called me "Buddy." I was willing to go along with anything he wanted at
this point. "That's okay, Biff. Sometimes I need a hard spanking."
My sister laughed a little, not mean, just amused. "My brother likes just
about anything you can do to his butt. Sometimes I think he does stuff
wrong on purpose just so that our dad will give him a spanking."
"Is that true?" Biff asked me.
Ashamed to tell the truth, but unwilling to lie to Biff, I just hung my head
and nodded.
He lifted my chin again, "Hey, it's okay, Little Buddy. Sometimes guys just
need some discipline, and I'm just the guy to give you want you need." He
took my hand and led me over to my bed just like I was a little boy. I
followed him docilely. Biff sat down on my bed and pointed down across
his lap. I laid down across his hard thighs, making sure to stay far enough
back that my hard-on didn't touch him. Biff just put his hand between my
legs and pushed my erection up against my belly as he lifted me securely
up on his lap. I just about died of embarrassment, but Biff acted like
touching me between the legs was the most natural thing in the world and
I admit that it felt wonderful. Biff rubbed my butt and said, "You ready for
this?"
I took hold of his ankle with my hands and nodded, "Yes, Sir. I'm ready, Sir."
"That's a good boy. You tell me when you've had enough or if I spank too
hard, okay?"
I nodded again and said, "Yes, Sir."
What followed was the best spanking I'd ever had. Biff started out easy,
testing my butt and my ability to take a good spanking. Before long he was
really working my ass over. Letting himself go and really whacking my ass
with that big hand of his. My dad's hands were really soft from all the
office work he did, but Biff's hands were calloused and hard and felt much
better on my ass. I could tell he was enjoying what he was doing at least
as much as I was because I could feel something besides his legs pushing
into my belly as he spanked me. It really hurt, and I was crying like crazy,
but I couldn't believe how good it felt too. Biff was really in control of me
and doing exactly what he wanted to do. He eagerly spanked my ass until it
was much redder than my father had ever been able to make it. I was just
getting ready to beg him to stop when he just let his hand rest on my ass,
feeling its heat radiating up through the hand that had caused all that
heat. "I think that's enough for right now, Little Brother." he said. "You
going to remember to remind us when it's time for your enemas from now
on?"
"Our enemas" he'd said! Like he wanted to be there for more of my enemas.
I was stunned, and so proud that he'd stopped before I'd had to beg him to
stop, and that he wanted to do this with me even more. "Yes, Sir. I'll
remember, Sir."
He swatted my butt, more a buddy swat than any kind of punishment. "Okay.
See that you do or I'll have to give you even more next time." I made a
mental note to make sure that Biff always had a reason to spank me any
time he felt like it. Later I told my sister that I wanted Biff to give me all
my spankings from now on and she gave me a big hug and said she was glad
about that because she liked the way Biff spanked me too. Biff gave me a
lot of spankings after that, but never when he was mad and he always
seemed to know when I'd had absolutely as much as I could take without
begging him to stop. Knowing that he was always so aware made it easy
for me to trust him and to let him go even further with his spankings until
he could spank me so hard that very few grown men could take what he
gave me. And he always thanked me for being a good boy when he was done.
As much as I respected Biff, I think I truly fell in love with him that
afternoon.
Biff was still holding me across his lap when my sister came over and
pushed my legs apart so she could start lubricating my hole for the enema
it was about to get. "Hold him just like that, Biff." she said. "This is a
perfect position for him to get his enema in."
Biff put his hand on the small of my back and leaned to the side to see
what my sister was doing. "What are you doing now?" he asked.
I felt one, and then two of her slender fingers enter me. "I'm lubricating
him so the enema tube will go in without hurting him and so he won't get
chapped from all the water."
"Oh." he said. "What's that you're using?"
"It's Aboline. It's really slick and seems to be better for him than just
Vasaline. Your fingers are a lot longer than mine. You want to put some of
this way up inside of him for me?"
"Sure." Biff said. I looked over my shoulder and saw him scoop some
Aboline out of the jar with two fingers. My sister took her fingers out of
me and pulled my butt cheeks apart. I felt Biff push both of his much
larger fingers up inside of me. I arched my back up and almost silently
screamed high up in the back of my throat. Biff put his free hand on the
small of my back to help me stay in place as he showed me how
wonderfully he could finger-fuck my sensitive anus. His fingers were not
only bigger around, but much longer than the girl's fingers. And Biff
seemed to know exactly what would feel the best to me. Exactly how much
pressure to use and exactly how fast to move. Biff soon had me begging
him to use my ass any way he wanted to, to please, please finger fuck me
as long as he wanted to. Biff talked to me and told me what a good boy I
was being and how wonderful I felt inside, all velvety and soft but strong
and resilient at the same time. How much he respected me for telling him
what I needed and wanted and for helping him to learn how to finger-fuck
a boy. I just spread my legs even further for Biff and worked my ass
against his probing fingers as good as I could. Biff worked a third finger
into me and really gave my hole a working over. I was begging him to be
careful because I was so close to cumming.
Biff responded by pulling his fingers out of me and then taking my
testicles into his big hand. As my sister pushed the big nozzle for me
enema up inside me, Biff squeezed my balls in his fist -- hard. I arched up
completely again and moaned from the pressure on my balls, all thought of
orgasming forgotten for the moment. I heard my sister tell Biff to hold me
like that and then the 'Click' as she released the water so it could flow
inside of me. As soon as the water was flowing good my sister started
fucking my ass with the nozzle. I moaned and moved around in time with
the fucking I was getting. Biff reached under me with his other hand and
felt my hard tummy and then started groping my tender erection. Biff
started telling my sister all about the effect she was having on me by
fucking my ass. About how hard I was and how I was leaking sex juice and
how he was having to squeeze my balls all the time to keep me from
cumming because the kept pulling up like I was going to cum.
My sister told Biff he was doing the right thing because I wasn't allowed
to cum until she told me I could and how, if I came without permission,
Biff would have to give me a real spanking instead of the gentle spanking
I'd just gotten. I couldn't imagine getting spanked any harder than Biff had
just spanked me, so I did everything I could to enjoy myself -- but not
cum. And Biff really helped me by knowing exactly when and how hard to
squeeze my nuts. And he kept talking to both me, telling me what a good
boy I was being, and to Sis, telling her what a good job she was doing on
me and how it was affecting me and how much I was enjoying what she
was doing to me. My sister told Biff all about how I'd always been a good
boy about taking my enemas and how I had learned to enjoy them and
having the nozzle in my butt. She also told Biff about what a good cunt
eater I'd became, which really embarrassed me until Biff slapped me on
the back and congratulated me, which made me feel very proud.
My sister finally took the nozzle out of me and explained to Biff that I
needed to lay quietly and relax so the water could do its work. Biff just
moved back on my bed so that he could lean against the wall and kept
holding me on his lap. His moving back enabled me to put my lower legs
across my sisters lap and to rest my chest and head on my mattress. My
midsection was still on Biff's lap and he absentmindedly stroked my back
with one hand and let his other hand wander all over my ass and down
between my legs, feeling of my balls and pecker to test how hard it was
and when it started to relax and soften a bit. Janet, Biff and my sister
talked about school and a party that was coming up and all sorts of stuff
and I just laid there letting the water gurgle around inside of me and
enjoying the way Biff was touching me.
Janet finally said that it was time for me to go to the bathroom.
Reluctantly, I got up off of Biff's lap, but to my surprise he got up right
after me and took me by the hand and led me into the bathroom. This really
embarrassed me because I knew that I was going to be pouring out water
and farting a lot and making other noises. But Biff never gave me a choice
and just led me into the bathroom by the hand like he was my big brother
and I was too small to go potty by myself. Biff left the bathroom door open
so that the girls could hear what I was doing or even look in if they
wanted to and once we got in by the toilet he actually lifted me up and sat
me down on the toilet seat like I couldn't do it myself. I was really
embarrassed, and yet had to admit to myself that Biff was making me feel
very important and special.
Biff leaned over and rubbed his hand over my swollen tummy. "She really
filled you up, didn't she."
I just smiled and nodded, happy that Biff seemed to like the way my belly
stuck out when I had a big enema inside of me.
From close range Biff looked into my face and, very concerned, said,
"What's the matter? Can't you go?"
In what came out as a little-boy sounding voice, I said, "You haven't said
that it was okay for me to go yet, Biff."
"O' baby," Biff said in apology, "I'm sorry." He leaned forward and kissed
me, right on the lips. I almost passed out and the next thing I knew Biff
had his tongue in my mouth and was sucking at my mouth and moving his
tongue around and making me crazy with lust. My dick came up full hard
again and caught under the toilet seat. I put my arms up around Biff's neck
and kissed him back as good as I could.
Biff pulled his lips back and said in the same soft voice, "Of course you
can go, baby. Go ahead and let that stuff come out. I know it's got to be
hurting you.":
I was cramping sort of bad, trying to hold the enema in while sitting on
the toilet, but I was embarrassed and hung my head. "With you here?" I
almost cried.
Biff stroked down my back with one hand and rubbed his other hand over
my tummy. He pushed on my tummy a little bit and said, in that same soft,
concerned, wonderfully deep voice, "Of course with me here. We're
brothers, aren't we?"
With tears in my eyes I looked up at Biff and tried to let my look tell him
how much I really wanted to be his real little brother. The water started
coming out of me and all Biff did was push on my tummy a little harder
and cover my lips with his again, kissing me even more wonderfully than
he had before.
Some time later Biff broke off the kiss and asked me, "Is that all?"
I pushed down and realized that I was completely empty. Biff had kissed
me so good that I hadn't even noticed that I was emptying myself. I grinned
and said, "Yeah, I guess so... Big Brother."
Biff reached behind me and flushed the toilet like I was a little boy who
might not remember to do that. Then he pulled off some toilet paper and
leaned me forward. I had to hold onto his thigh to keep from falling over.
His thigh muscles felt like an iron pole and I could feel the soft tube of
his cock against my shoulder and the side of my face. More than anything I
wanted to turn my head and kiss Biff's cock, even if it was just through
his pants, to let him know how I felt about him -- but I just held on and
gloried in how neat it felt to be leaning against his fat cock, the one he
used to fuck my sister, while he carefully wiped my ass clean. I think it
was the hardest thing I'd ever done up to that time to keep from cumming
from the stimulation Biff was giving me through his careful cleaning of
my ass, the way he was holding me against him, and his natural
acceptance of my touching the most intimate part of his body, just like
brothers might do.
*****
Biff lifted me off the toilet seat and set me on my feet. My knees almost
buckled, and Biff grabbed me, "You Okay?"
Kind of shaky in the voice, I said, "Yeah. I'll be fine."
Biff looked me over and said, "Yeah, sure!" Then he lifted me up and put me
on his hip. I automatically put my legs around him as he laughed and kissed
me on the end of my nose. Biff carried me into my bedroom. The girls were
standing, talking to each other about something and I hardly noticed that
they had both undressed and were completely naked. Biff noticed right
away though and sat me down on the bed. "Do we have more to do for our
boy?" he asked.
My sister and Janet explained to Biff the different enemas I was going to
have to have as he, with the good manners of a cat, undressed himself to
match the ladies. My sister and Janet both agreed that having me across
Biff's lap was the best way they'd ever given me an enema and, when
asked, I agreed that it was the most comfortable and effective enema I'd
ever gotten. Janet and my sister both told Biff that any time he'd like to
help with my enemas he'd be perfectly welcome. Biff asked me what I
thought of that and I blushed bright red, but told him I'd really like it
anytime he could help me with my enemas. Biff smiled at me and then sat
down beside me on my bed and put his arm around my shoulder and, right in
front of the girls, kissed my forehead.
My sister hugged Biff and said, "You really do love him, don't you."
Biff kissed her, right on the bellybutton, and said, "Yes. I've always wanted
a little brother, and your brother is so perfect it almost scares me. I
really want him to feel like my little brother and to treat me like I was
his big brother." He looked at me and grinned that devil-may-care grin he
got just before doing something he knew was going to cause a ruckus. "Do
you think we should tell him our plans, *Sis*?"
My sister laughed and punched him in the shoulder, but from then on Biff
always called my sister "Sis", just like I did. Sometimes I'd call her "Big
Sister" and he'd call her "Little Sister", but she was always "Sis" to both
of us from then on. Sis looked seriously at Biff for a minute and then said,
"Yeah. I think that now is a good time to tell him. Since you two want to be
brothers so bad, why don't you tell him?"
Biff just nodded and turned to me. "Is she right? Do you really want to be
my brother. My little brother who I can love and take care of just like I
want to love and take care of your sister?"
I threw my arms around Biff's chest and hugged him as tightly as I could,
shedding tears and scrubbing my face against the broad plates of his
chest. Biff just tightened his arm around me and waited for me to calm
down. I finely got my emotions under control, or mostly under control
anyway, and looked up into Biff's beautiful eyes. "Yes, Biff. I want you to
be my brother, to be you little brother more than anything ever."
Biff smiled at me and bent over and put his lips to mine, giving me one of
his full mouth, tongue sucking, throat washing, soul stirring kisses. I
knew the girls were watching and I didn't care. I kissed Biff back as good
as I could. I hugged and kissed him as hard as possible until he finally
broke off our kiss with a last little peck to my forehead.
My sister stared at both of us and then smiled a soft and loving smile.
Putting her hands to the back of our heads, she said, "My brothers," and
guided our mouths to her nipples. My sister had let me suck on her nipples
a couple of times and knew how much I loved to do that, and I thought it
was about the best thing ever, but Biff seemed to go a little crazy, really
sucking and working over her nipple like it was the most important thing
in the world. My sister saw me watching him as I sucked and told me, "You
watch Biff, Little Brother. And learn from him. He loves titties and sucks
on them better than anyone I've ever heard of."
Sis soon took her titties back from us, both of us complaining that she
was too fast, but she just told Biff that it was time he told me their
plans.
Biff gave me a hug. "You know your sister and I are planning on getting
married, don't you?" I nodded 'Yes'. "Well, Sis graduates from the
veterinary assistants program this year and she's already got a job. I've
been accepted to the Veterinarian's course at the University. We really
don't want to wait to get married so my parents have agreed to give me my
grandparents old farm as a wedding present and your parents have agreed
to help us with tuition and stuff until I graduate. Doc Mac wants to retire
and has agreed to sell me his practice when I graduate. Sis will know the
practice really well by then and Doc Mac has told us that we can pay him
as we earn money from the practice."
I hugged Biff and Sis and said, "That's wonderful. I'm so happy for you
guys!"
Biff smiled at me and shook his head. "There's some problems though."
Crestfallen, I looked first at my sister and then at Biff. "Oh, no. That
sounds so perfect for you. What's wrong?"
Biff looked at me, carefully, and then said, "Sis and I just can't figure out
how to take care of the farm, work and attend school at the same time and
get everything done. And your parents would like to do some traveling and
visit old friends... So... They've said, that if you agree, you can come live
with Sis and me while you finish school. Would you do that for us? Or at
least think it over? Please."
I just stared at them in shock for a minute and then burst into tears,
burying my face between them. The hair on Biff's chest sticking to one
side of my face and the hair on Sis's pussy sticking to the other side of my
face. I finally calmed down enough to think. I pulled back and, my face
covered in tears, turned to look at Janet. "But, what about Janet?" I asked.
Sis said, "Janet will be welcome at our house anytime she wants to come
visit, of course. And if you two decide to get married, there's plenty of
room in that old farmhouse and we can all live together if you want too, or
we'll help you find a place of your own."
I turned back to Janet. Imploring her, I asked, "Janet? What do you think?"
Janet just smiled and walked over to me and gave me a kiss. Very chaste
compared to the kiss Biff had just given me in front of her, but my dick
got even harder than it had been just from that little kiss. "Whatever you
decide to do is just fine with me 'Little Brother'. But if you decide to live
with Biff and big sister, I'd love that very much."
Much to my chagrin, I burst out into tears again. But I just couldn't hold in
the feelings. I wrapped myself around Biff and, held to him by both girls,
begged him to please let me live with them and that I wouldn't be any
trouble at all and that I'd do everything I was told to do and that I'd
always obey both him and Sis if he'd just please, please, please let me live
with them.
The girls finally moved back and Biff pulled my head back from his chest.
Looking right into my eyes, he said, "It's settled then. You're my little
brother and you're going to be living with Sis and me when we get
married." I buried my face in Biff's wonderful chest hair again and he just
held me and stroked my back as he talked to the girls. He thought I'd been
through a lot and was pretty exhausted and maybe they should just put me
to bed rather than finish my enema. Sis finally settled it by asking me
what I wanted to do. I admitted that I wanted them to finish my enema,
but asked if they could put me to bed right afterwards.
Sis said that would be just fine and told me to lay down across Biff's lap
again. Biff spread his legs a little bit to give me more lap to get
comfortable on. I laid down and was quickly very comfortable. Sis,
assisted by Biff, lubricated my butt again and I felt Biff's cock lift up and
start throbbing tightly against my belly. Biff didn't seem to pay any
special attention to that, but just let his erection touch me like it was
perfectly normal and happened all the time. I thought it felt wonderful and
as I moved around in response to what they were doing to my butt, I tried
to make sure that my belly rubbed against Biff's erection to keep it as
happy as possible. Biff seemed to appreciate my efforts and worked his
fingers even more deeply into me.
Janet came over with one of my dildo's, all lubricated and ready to go. Sis
explained to Biff how my next enema was with castile soap and, to make
sure that it didn't chap my ass or hurt me in any way, how they used the
dildo to work the lubricant up inside of me further than their fingers
would reach. She also told Biff about how she and Janet would sometimes
fuck me with the dildo for a long time because I liked it so much. Sis
reached under my belly and felt the slickness Biff had already slimed all
over the both of us.
"You know," Sis said, "Little Brother has never really liked these fake
dongs all that much. I wonder if he'd like this live one better?"
Now, Sis wasn't being entirely truthful, because I'd never said a word
about not liking rubber dongs -- mostly because I didn't have anything to
compare them against. At least, not until now. But I could see where Sis
was headed, and kept my mouth shut.
Biff worked a pair of fingers around in my asshole and I could feel his
cock pushing even harder into me. "What do you think Little Brother? Do
you want me to finish lubricating you with my willie?
My face flamed red -- in both embarrassment and desire -- and I buried my
face in the bedcover, totally unable to answer Biff.
Biff hooked his fingers deep up inside of me and asked, "Which would you
prefer, Little Brother?"
I still couldn't answer Biff, but Janet pulled my face out of the covers and
gave me a kiss and then whispered in my ear, "Your big brother is asking
you a question, Darling. You better answer him before he retracts his
offer."
Gathering my courage, I finally managed to gulp and then stutter out, "Yes.
Please, Biff. If you really don't mind I'd really like it if you would use your
cock to lubricate me instead of the dildo."
Biff hooked his fingers up inside of me again, bringing out another deep-
seated moan from me as he said, "No problem, Little Brother. It'll be my
pleasure." Little did Biff, or me for that matter, realize just how much
pleasure he and I would experience from his lubricating my ass. I'd never
really been fucked before, and Biff had never fucked a boy before, so we
both had some learning to do.
The girls helped me up off of Biff's lap and arranged me laying over the
end of my bed with my knees almost touching the ground. I lay there,
exposed and waiting while the girls showed Biff how to mix up the soap
mixture that they were going to use to wash me out. Then my sister made
sure Biff put plenty of lubrication on himself and Janet used the dildo to
show him how they opened me up. Biff moved around behind me and Janet
removed the dildo from my ass and guided Biff's cock into position to fuck
me, the heat from his organ penetrating my ass muscles and getting me
really excited. I'd never felt anything like this from a dildo before and I
definitely wanted more!
"Are you sure about this, Little Brother. Do you want me to lubricate you
this way."
So excited and embarrassed that I couldn't possibly talk, I hooked my toes
into the carpet and lifted my ass up until the nose of Biff's cock was
pushed inside of me. Just the nose of the head of his dick had me opened up
as far as any of the dildo's had opened me and the rest of the flared head
was still outside of me. The heat of Biff's cockhead inside of me and
pushing against the ring of my asshole made me moan and push up even
harder against him trying to get more of him inside of me.
"Go ahead, Biff." my sister said. "Don't tease him, you can see how bad he
wants you inside of him. Go ahead! Pop his cherry like you popped mine!"
In push-up position, Biff lowered himself down onto my back and licked
the back and side of my neck and then nibbled at my ear and stuck the tip
of his tongue right into my ear. "You ready, Babe? You want me to finish
popping your cherry?" His deep voice rumbled into my ear.
I whispered back to him, the urgency clear in my voice, "Yes, please, Biff.
Pop my cherry and fuck my ass good and hard. The girls don't really know
how to make me feel the way you're making me feel."
I felt Biff's cock swell up in response and Biff ran his tongue up inside
both of my nostrils and all over my lips before he finally stuck it in my
mouth and held it there so I could bite down on it if he hurt me too badly. I
refused to bite down the entire time he carefully and firmly worked his
cock completely up inside of me. He was so much longer and fatter than
any of my dildo's that I was surprised at how well I was able to take Biff
inside of me. My hole opened and opened and stretched and stretched to fit
around Biff's fantastic cock. The feeling of Biff entering me was mind-
blasting. It felt like I could feel every bit of his cock as it worked it's way
up inside of me. The heat kept spreading and spreading and when I felt
Biff's cock bush grinding into my ass and his cock wiggling around inside
of me I cried out, "No, Biff! Please stop! I'm about to cum, Biff! I'm about to
cum!!!"
Biff spread my legs completely apart with his knees and laid his full
weight on my back as he drove his cock as far up inside of me as he could
get it and pulled his tongue out of my mouth. "Go ahead. Cum if you have to,
Little Brother of the hot tight strong asshole. Shoot your cum while I'm
fucking your ass!"
I responded immediately by blasting madly into the covers underneath of
me. Biff started fucking my ass in time with my spasms, not really
tearing my asshole up, but just moving around inside of his own plentiful
skin as he gave my guts a royal pumping. Once my orgasm subsided Biff
started giving me a serious, get down and work this asshole over
buttfucking. Without pausing after my orgasm to pass out the way I felt I
wanted to, I rode right along with Biff, doing everything I could imagine to
help the both of us have the very best fuck possible. I was amazed at how
Biff seemed to know exactly what I wanted and needed and how good he
was at fucking. I couldn't imagine anyone ever being able to fuck any
better than Biff could and for the first time in my life was envious of my
sister. It sort of amazed me, but I really didn't mind that the girls were
watching me get fucked like this, even looking around to make sure they
*were* watching.
Biff fucked me for a good ten minutes, maybe fifteen, making sure to
penetrate me as far as he could in every possible direction. By the time he
started to swell up and start taking short hard strokes to finish up, Biff
had my guts totally loose with my asshole slurping and sucking and making
all sorts of liquid sounds. I'd been having a bunch of mini-orgasms deep
inside of me the whole time Biff was fucking me, but when he slammed
hard up against my ass and I felt him splattering my insides with his hot
cum I started cumming all over my bedspread again as I clenched my ass
and tried to suck every bit of Biff's cum out of him. Biff laid his entire
weight on my back for a couple of minutes as he cooled off, caught his
breath and finished draining his gonads into me.
When Biff finally got up off of my back and carefully slid his now soft
cock out of my ass both of the girls felt of my asshole and agreed that
this was the most open and loose it had ever been. They told Biff that he
had done a wonderful job and that I'd never been so well lubricated. Biff
stuck his fingers up inside of me and agreed that I was nice and slick and
open now. He went over and sat back down on the bed and the girls helped
me move back over across his lap and got me nicely arranged to take my
soap enema.
Biff held my ass cheeks apart and the girls easily slid the nozzle up inside
of me. All three of them took turns feeling all over my ass and butt-
fucking me with the nozzle as the warm soapy water ran into me. Biff held
my butt closed with one big hand holding my buttcheeks together while the
girls got the second two quarts of my soapy enema ready. He talked to me
about my work-out routine while we waited as if holding me naked on his
lap with my guts full of soapy water was the most natural thing ever.
---end of section 1---